CA2174526A1 - Pseudodipeptide product possessing an imidazole group and the therapeutic, cosmetological and agri-food applications of the said product - Google Patents

Pseudodipeptide product possessing an imidazole group and the therapeutic, cosmetological and agri-food applications of the said product

Info

Publication number
CA2174526A1
CA2174526A1 CA002174526A CA2174526A CA2174526A1 CA 2174526 A1 CA2174526 A1 CA 2174526A1 CA 002174526 A CA002174526 A CA 002174526A CA 2174526 A CA2174526 A CA 2174526A CA 2174526 A1 CA2174526 A1 CA 2174526A1
Authority
CA
Canada
Prior art keywords
radical
product
cosmetological
agri
therapeutic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002174526A
Other languages
French (fr)
Other versions
CA2174526C (en
Inventor
Marc Babizhayev
Marie-Christine Seguin
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Exsymol SAM
Original Assignee
Marc Babizhayev
Marie-Christine Seguin
Exsymol Societe Anonyme Monegasque
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Marc Babizhayev, Marie-Christine Seguin, Exsymol Societe Anonyme Monegasque filed Critical Marc Babizhayev
Publication of CA2174526A1 publication Critical patent/CA2174526A1/en
Application granted granted Critical
Publication of CA2174526C publication Critical patent/CA2174526C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/415—1,2-Diazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A61P27/12—Ophthalmic agents for cataracts
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A61P27/14—Decongestants or antiallergics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/02—Immunomodulators
    • A61P37/04—Immunostimulants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/02—Immunomodulators
    • A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents
    • A61P39/06—Free radical scavengers or antioxidants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/10—Nitrogen as only ring hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52—Stabilizers
    • A61K2800/522—Antioxidants; Radical scavengers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00—Formulations or additives for perfume preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/004—Aftersun preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/08—Anti-ageing preparations

Abstract

Produit pseudodipeptide de formule générale (I) dans laquelle A est: a) soit la forme (a) où B représente une amine dont l'atome d'azote directement lié à l'atome de carbone est choisi parmi les amines, les imines, les ammoniums, R est un atome de fluor, un radical fluoro-alkyle, un groupement fonctionnel, un radical acyle, une chaîne alkyle linéaire, ou un radical alkényle ou aryle, R' est un atome d'hydrogène, un atome de fluor, un radical alkyle, ou un radical fluoro-alkyle, et Im est un noyau imidazole ou imidazole N-substitué; b) soit de la forme (b) où R est un atome d'hydrogène ou un radical fluoroalkyle, acyle ou un radical hydrocarboné pouvant être substitué par un ou plusieurs groupements fonctionnels, et R'' est un radical hydrocarboné ou un radical acyle.Pseudodipeptide product of general formula (I) in which A is: a) either the form (a) where B represents an amine in which the nitrogen atom directly linked to the carbon atom is chosen from amines, imines, ammoniums, R is a fluorine atom, a fluoro-alkyl radical, a functional group, an acyl radical, a linear alkyl chain, or an alkenyl or aryl radical, R 'is a hydrogen atom, a fluorine atom, an alkyl radical, or a fluoroalkyl radical, and Im is an N-substituted imidazole or imidazole ring; b) or of the form (b) where R is a hydrogen atom or a fluoroalkyl, acyl radical or a hydrocarbon radical which can be substituted by one or more functional groups, and R '' is a hydrocarbon radical or an acyl radical.

CA002174526A 1993-11-05 1994-11-03 Pseudodipeptide product possessing an imidazole group and the therapeutic, cosmetological and agri-food applications of the said product Expired - Lifetime CA2174526C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR93/13480 1993-11-05
FR9313480A FR2711990B1 (en) 1993-11-05 1993-11-05 Pseudodipeptide product having an imidazole group, and therapeutic, cosmetological and agrifood applications.
PCT/FR1994/001272 WO1995012581A1 (en) 1993-11-05 1994-11-03 Pseudodipeptide product having an imidazole grouping and applications

Publications (2)

Publication Number Publication Date
CA2174526A1 true CA2174526A1 (en) 1995-05-11
CA2174526C CA2174526C (en) 2009-08-18

Family

ID=9452766

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002174526A Expired - Lifetime CA2174526C (en) 1993-11-05 1994-11-03 Pseudodipeptide product possessing an imidazole group and the therapeutic, cosmetological and agri-food applications of the said product

Country Status (17)

Country Link
US (1) US6046340A (en)
EP (1) EP0726895B1 (en)
JP (1) JP3503899B2 (en)
KR (1) KR100363812B1 (en)
CN (1) CN1056608C (en)
BR (1) BR9407971A (en)
CA (1) CA2174526C (en)
CZ (1) CZ292108B6 (en)
DE (1) DE69425153T2 (en)
ES (1) ES2149951T3 (en)
FR (1) FR2711990B1 (en)
GR (1) GR3034543T3 (en)
HU (1) HU222566B1 (en)
PT (1) PT726895E (en)
RU (1) RU2159775C2 (en)
UA (1) UA56123C2 (en)
WO (1) WO1995012581A1 (en)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5786326A (en) * 1995-02-03 1998-07-28 Horwitz; Lawrence D. Method for the treatment of atherosclerosis and vascular injury by prevention of vascular smooth muscle cell proliferation
DK0841922T3 (en) * 1995-05-30 2002-06-03 Gliatech Inc 1H-4 (5) -substituted imidazole derivatives
RU2141483C1 (en) * 1997-07-04 1999-11-20 Небольсин Владимир Евгеньевич Peptide derivatives or their pharmaceutically acceptable salts, method of their synthesis, use and pharmaceutical composition
FR2769838B1 (en) * 1997-10-16 2000-04-07 Roc Sa USE OF NITROGEN DERIVATIVES FOR THE PREPARATION OF A DERMATOLOGICAL OR COSMETOLOGICAL COMPOSITION
FR2778562B1 (en) * 1998-05-14 2000-08-04 Sephra PHARMACEUTICAL, HYGIENIC AND / OR COSMETIC COMPOSITION CONTAINING SEAWATER AND ARGININE
CN1114401C (en) * 1998-07-14 2003-07-16 阿尔康实验室公司 Use of 11-(3-dimethylaminoprpylidene)-6,11-dihydrodibenz [b,e] oxepin-2-acetic acid for manufacture of medicament for treating non-allergic ophthalmic inflammatory disorders
US6417397B1 (en) * 1999-10-04 2002-07-09 The Regents Of The University Of California, San Diego N-substituted alkylamino acids for use as amino-protecting groups
EP1125925A1 (en) * 2000-02-15 2001-08-22 Applied Research Systems ARS Holding N.V. Amine derivatives for the treatment of apoptosis
MXPA02010194A (en) 2000-04-14 2004-08-19 Niadyne Corp Method for identifying regulators of protein advanced glycation end product (protein age) formation.
EP1365780A2 (en) * 2001-03-05 2003-12-03 Forinnova AS Immune response potentiation
MC200060A1 (en) * 2002-10-04 2003-05-28 M Exsymol Sa Coupling product between tryptamine and an alpha-amino acid, its preparation process and its application in the field of neuro-cosmetics
US8883190B2 (en) * 2006-12-01 2014-11-11 Wake Forest University Health Sciences Urologic devices incorporating collagen inhibitors
MC200154A1 (en) * 2012-07-02 2013-01-23 Exsymol Sa Family of arylethylamides polyamino compounds, and their cosmetic or dermocosmetic applications
FR2992644B1 (en) 2012-07-02 2015-07-03 Exsymol Sa FAMILY OF POLYAMINE ARYLETHYLAMIDE COMPOUNDS, AND THEIR COSMETIC OR DERMOCOSMETIC APPLICATIONS
EP2970382B1 (en) 2013-03-13 2019-09-25 Anteis SA Peptides for skin rejuvenation and methods of using the same
WO2015114176A1 (en) * 2014-01-31 2015-08-06 Dermopartners, S.L. Cosmetic product with anti-skin-aging properties
CN116249522A (en) * 2020-07-20 2023-06-09 深圳迈瑞生物医疗电子股份有限公司 Application of composition in platelet depolymerization, depolymerization reagent and depolymerization method
CN114989091A (en) * 2022-06-14 2022-09-02 水羊化妆品制造有限公司 Preparation method of glutamyl ethyl imidazole
CN117143022A (en) * 2023-08-30 2023-12-01 上海克琴科技有限公司 Synthesis method of glutaminyl ethyl imidazole

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2301532A (en) * 1938-08-18 1942-11-10 Parke Davis & Co Biological product and process of obtaining same
US2581814A (en) * 1947-10-04 1952-01-08 Ralph L Evans Preparation of glutamyl histidine
US4613676A (en) * 1983-11-23 1986-09-23 Ciba-Geigy Corporation Substituted 5-amino-4-hydroxyvaleryl derivatives
EP0144290A3 (en) * 1983-12-01 1987-05-27 Ciba-Geigy Ag Substituted ethylenediamine derivatives
US4996221A (en) * 1987-01-13 1991-02-26 The Board Of Trustees Of The Leland Stanford Junior University Histamine derivatives as immune modulators
FI91159C (en) * 1988-12-07 1994-05-25 Tanabe Seiyaku Co A process for the preparation of imidazole-containing peptides and their pharmaceutically acceptable salts
US4962120A (en) * 1989-03-22 1990-10-09 Sterling Drug Inc. 1H-imidazole-1-acetamides
FR2701948B1 (en) * 1993-02-22 1996-07-26 Exsymol Sa Coupling product of histamine or methyl-substituted histamine and an amino acid, process for preparation and therapeutic, cosmetic and food applications.

Also Published As

Publication number Publication date
CN1056608C (en) 2000-09-20
HU9600989D0 (en) 1996-06-28
CA2174526C (en) 2009-08-18
PT726895E (en) 2000-12-29
FR2711990B1 (en) 1995-12-08
CZ292108B6 (en) 2003-07-16
UA56123C2 (en) 2003-05-15
JP3503899B2 (en) 2004-03-08
DE69425153T2 (en) 2001-03-15
US6046340A (en) 2000-04-04
BR9407971A (en) 1996-12-03
EP0726895B1 (en) 2000-07-05
CN1136808A (en) 1996-11-27
CZ115596A3 (en) 1996-12-11
EP0726895A1 (en) 1996-08-21
WO1995012581A1 (en) 1995-05-11
RU2159775C2 (en) 2000-11-27
KR960705785A (en) 1996-11-08
ES2149951T3 (en) 2000-11-16
KR100363812B1 (en) 2003-02-11
GR3034543T3 (en) 2001-01-31
DE69425153D1 (en) 2000-08-10
HU222566B1 (en) 2003-08-28
HUT74387A (en) 1996-12-30
JPH09504540A (en) 1997-05-06
FR2711990A1 (en) 1995-05-12

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Effective date: 20141103